Watch Sailing & Boating Adventures Around the World tagged “Caribbean” – Page 82 of 157

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

Showing 1945-1968 of 3765 results
CRUISING to our very own PRIVATE Island UTOPIA | Ep 49 | Sailing Merewether
Sailing Merewether

CRUISING to our very own PRIVATE Island UTOPIA | Ep 49 | Sailing Merewether

This week we get to our very own private island, totally secluded, we have it all to ourselves, the sun shining, white sandy beach, crystal clear blue water and our home is just parked 30 meters away - if this is not paradise what is? But getting there was...
SSL488 ~ HURRICANE ETA meets CAPTAIN RON
Captain Rick Moore

SSL488 ~ HURRICANE ETA meets CAPTAIN RON

Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady Want to buy us a drink? Thanks in advance! http://www.Paypal.Me/SailingTheLady SSL Video Collections on Vimeo! https://vimeo.com...
Perfect Sailing Day – 10+ knots! – S6:E04
Sailing Doodles

Perfect Sailing Day – 10+ knots! – S6:E04

The first 1000 people to use this link will get a free trial of Skillshare Premium Membership: https://skl.sh/sailingdoodles11201 We leave the C&D canal and sail down the Delaware bay to Cape May NJ. This channel is funded by viewers like you. Plea...
COCONUT SURVIVAL on REMOTE ISLAND EP.4
Spear It Animal

COCONUT SURVIVAL on REMOTE ISLAND EP.4

#1 Sailing Show on Youtube! In Episode 4 we Sail the Spear it Animal around the Berry Islands, catching Tuna and Raiding Coconut Trees. We also run into some locals that tell us how to make some Magical Bahamian Tea called Strongback! FOLLOW US ON INSTAG...
SSL487 ~ Bracing for HURRICANE ETA
Captain Rick Moore

SSL487 ~ Bracing for HURRICANE ETA

Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady Want to buy us a drink? Thanks in advance! http://www.Paypal.Me/SailingTheLady SSL Video Collections on Vimeo! https://vimeo.com...
Take a Deep Breath & Fall In – Lazy Gecko Sailing VLOG 158
Lazy Gecko Sailing & Adventures

Take a Deep Breath & Fall In – Lazy Gecko Sailing VLOG 158

See more below! Server: Visit our private server at www.lazygeckos.net Patreon: Become a LGS Patreon at www.patreon.com/lazygeckos Instagram: Want more LGS? Follow our public Instagram @lazygeckosailing PLEASE SUBSCRIBE! Vimeo Channel Links: To see e...
Ep. 56 – Underwater Isla Mujeres(MUSA – Museo Subacuático de Arte)
S/V Full Send

Ep. 56 – Underwater Isla Mujeres(MUSA – Museo Subacuático de Arte)

With Kruger's buddy James' last couple of days we see more of Isla, clean the bottom the boat, and visit the Underwater Museum off the coast where James takes some time to Scuba dive to see the sculptures placed there between 2009-2013 in hopes of building...
She’s Sailing Again! – S6:E03
Sailing Doodles

She’s Sailing Again! – S6:E03

Megan is back on Sailing doodles and sailing again! This time we sail up the chesapeake bay to the C&D canal. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron http://www.patr...
SSL486 ~ HURRICANE ETA is coming for US..!!
Captain Rick Moore

SSL486 ~ HURRICANE ETA is coming for US..!!

Here is an Amazon Affiliate link to our new Sony ZV-1 Vlogging Camera https://amzn.to/3mLpfEZ Find my son Brenden's Youtube channel at: https://www.youtube.com/BrendenMoore Find my son Justin's photography page at: https://www.Instagram.com/Justin.Jammin...
Entering a NEW coastline, DISCOVERING island SANCTUARY | Ep 48 | Sailing Merewether
Sailing Merewether

Entering a NEW coastline, DISCOVERING island SANCTUARY | Ep 48 | Sailing Merewether

Finally with boarders being easier to cross we move into a fresh new coastline and country that has been just out of reach for the past six months, Sitting in St Vincent peering at these unattainable island sanctuaries has been the source of our frustratio...
E51: Almost stuck in a Fishing Net and Repairing a Sail Underway
Wind Hippie Sailing

E51: Almost stuck in a Fishing Net and Repairing a Sail Underway

If you want to support me, check out my Patreon account (thank you so much!!) patreon.com/windhippie For more regular photo updates and boating life, check out my instagram page: @boatlizard I am a 28-year-old solo sailor working on my circumnavigation. ...
Beautiful Sailing Crew – Megan Returns! – S6:E02
Sailing Doodles

Beautiful Sailing Crew – Megan Returns! – S6:E02

Check out Keeps to prevent your hairloss and receive 50% off your first order by going to https://www.keeps.com/sailing We welcome Megan back is crew on Sailing Doodles Intsagram @megbink @harborhotness @Sailingdoodles This channel is funded by viewers...
Our Own Little Island for the Day! Lazy Gecko Sailing VLOG 157
Lazy Gecko Sailing & Adventures

Our Own Little Island for the Day! Lazy Gecko Sailing VLOG 157

We're in The Grenadines! Let's sail over to Tabago Cay where we find an active reef system. Sharks, fish and lots of sea turtles! Check out Abel and Helene at Taking the Chance Sailing: https://www.youtube.com/channel/UCFYj... See more below! Server: Vi...
Ep 55. – Tacos and Sailing
S/V Full Send

Ep 55. – Tacos and Sailing

The month of August continues with friends flying down during COVID to visit us and see the boat. We spend a good amount of time on the water showing everyone how to sail, and continuing to try local taco styles with Patricio around Cancun. 💥Huge THANK...
RAINY Season brings us all the WEATHER that comes with it | Ep 47 | Sailing Merewether
Sailing Merewether

RAINY Season brings us all the WEATHER that comes with it | Ep 47 | Sailing Merewether

This week we discover the extremes of rainy season in the Caribbean facing squall after squall. We find a very wealthy deserted marina town that should be the set of a horror movie haha. Getting hit with a 30 knot squall on anchor we drift very close to a ...
New Crew & Season – S6:01
Sailing Doodles

New Crew & Season – S6:01

Welcome new crewmember Aly! IG @harborHotness we also get a brand new dinghy from Highfield. It really is a beast! https://www.highfieldboats.com/ This channel is funded by viewers like you. Please help us keep this channel creating great content by bec...
SSL485 ~ And 9 months later, IT HAPPENS..!!  (4K UltraHD)
Captain Rick Moore

SSL485 ~ And 9 months later, IT HAPPENS..!! (4K UltraHD)

Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady Want to buy us a drink? Thanks in advance! http://www.Paypal.Me/SailingTheLady SSL Video Collections on Vimeo! https://vimeo.com...
An Emotional Goodbye to Taylor – S5:E72
Sailing Doodles

An Emotional Goodbye to Taylor – S5:E72

It was our final day sailing together and an emotional goodbye to @TaylorsTravels This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron http://www.patreon.com/sailingdoodles Donate Vi...
Ep. 54 – Living in Isla Mujeres
S/V Full Send

Ep. 54 – Living in Isla Mujeres

We head back to Isla Mujeres after almost 3 weeks on the mainland in Cancun. We start to get a lay of the land checkin out local sites, restaurants, and meeting some pretty cool locals, as we wait for Central America to open up to US tourist. August rolls ...
We Brought the Shotski’s!- Lazy Gecko Sailing VLOG 156
Lazy Gecko Sailing & Adventures

We Brought the Shotski’s!- Lazy Gecko Sailing VLOG 156

We're in lovely Bequia! Come explore this adorable little town with us. We learn some bad news from a buddy boat, we do our part to help! Then we're off for some more diving in this tropical paradise! Check out Abel and Helene at Taking the Chance Sailin...
SSL484 ~ Enough of TWO WEEKS..!!
Captain Rick Moore

SSL484 ~ Enough of TWO WEEKS..!!

Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady Want to buy us a drink? Thanks in advance! http://www.Paypal.Me/SailingTheLady SSL Video Collections on Vimeo! https://vimeo.com...
TORNADO and … BIG BARRACUDA! Sailing to Grenada
SailOceans

TORNADO and … BIG BARRACUDA! Sailing to Grenada

We've reached the Caribbean. In the last episode, we sailed a long way from South America, today we invite you to some of our favorite cruising grounds in the Grenadines . But sailing life is full of adventures. We run into a waterspout, I stick my finger ...
Battling SEASICKNESS cruising past private ISLAND paradises (Mustique) | Ep 46 | Sailing Merewether
Sailing Merewether

Battling SEASICKNESS cruising past private ISLAND paradises (Mustique) | Ep 46 | Sailing Merewether

Progressing our way south along the windward islands of the Caribbean, we catch some fair winds boosting us around to see the beautiful private island of Mustique before arriving at a nice anchorage. Isabelle suffers from her arch nemesis the dreaded sea s...
SSL483 ~ Can YOU handle the TRUTH..?!?
Captain Rick Moore

SSL483 ~ Can YOU handle the TRUTH..?!?

Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady Want to buy us a drink? Thanks in advance! http://www.Paypal.Me/SailingTheLady SSL Video Collections on Vimeo! https://vimeo.com...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart